Destination guide

Explore Portland from vacation home rentals

Set at the confluence of the Willamette and Columbia Rivers, Portland became a major port city in the 1830s when residents arrived via the Oregon Trail. Portland has since traded its pioneers for hipsters and, today, the bustling big city is a paradise for trendy businesses. Based in the Pacific Northwest, and with snow-capped Mount Hood serving as its backdrop, the city offers no shortage of outdoor excursions. Need a nature fix? Your Portland vacation rental puts you just 90 minutes from the breathtaking beauty of the Columbia River Gorge and the raw volcanic power of Mount St. Helens.

Things to do

Sightseeing near Portland vacation rentals

Love getting lost in a good book? Then shop until you drop at Powell's City of Books. Dubbed the world's largest independent new and used bookstore, the 1.6-acre shop covers a whole city block. Put your book away and explore the world of Native American and Asian art at the Portland Art Museum, a local institution since 1892. Sheer beauty is on display at the 400-acre, hilltop Washington Park, where you can stroll through an arboretum, Japanese garden, and the city's beloved rose garden. Little ones will gravitate toward the park's own Oregon Zoo and Portland Children's Museum.


Activities near Portland vacation homes

Leave the comfort of your Portland vacation rental and let loose in downtown's collection of hip restaurants, bars, and museums. Foodies will drool over gourmet street food served from the food carts lining the downtown streets. If you want to hang with the locals, the nearby Pearl District bustles with activity, as former warehouses now house an array of cool bars, breweries, coffee shops, and galleries. For a fresh view of the city, walk the riverfront trail along the Willamette, or make the 90-minute drive to Mount Hood for an afternoon of skiing, snowboarding, rock climbing, and mountain biking.


Climate in Portland for your stay in vacation homes

Portland's rainy reputation lives up to the hype between November and February when the city nets 5 to 6 inches of rain each month. Winter also brings chilly daytime highs in the 40s and the occasional flurry, but snow rarely sticks to the ground for long. During the summer, you'll want to break free from your Portland vacation rental to take advantage of the sunny skies and 80-degree temperatures. Enjoy mild conditions in the spring and fall when daytime highs fluctuate between the 50s and 60s.

Natural features

A magical wonderland of glaciers and gorges

There's no escaping nature in Portland, even downtown, where the Willamette River flows from north to south, and lush green hills lie to the west. But if you really want to break away from the urban setting, venture east to Mount Hood, an active volcano whose hillsides feature glaciers and dense pine forests, or drive north to stare into the open crater of famed Mount St. Helens. Just northeast of Portland, the Columbia River Gorge offers even more natural beauty as the river cuts through a canyon whose sheer cliff walls are dotted with waterfalls.

How to get there

Traveling to and around Portland

Fly into Portland, OR (PDX-Portland Intl.), the closest airport, located 6.7 mi (10.7 km) from the city center.

If you prefer train travel, you can make your way to Portland Union Station. You can see more of Portland by catching a ride on the metro at SW 6th-Madison Street Station, City Hall-SW 5th and Jefferson Street Station or Pioneer Square South Station.

Family friendly

Kid-friendly attractions near Portland vacation homes

Kids will enjoy the fun and educational spaces in Portland. Vacation rentals are available near places like the Portland Saturday Market, an open-air weekend arts and crafts market with food carts, gift shops, and entertainment, and the Oaks Amusement Park, a family-oriented amusement park with a skating rink, mini-golf, and picnic areas. Kids will also like the World Forest Institute and Discovery Museum, a museum with interactive exhibits on forest and trees.

Good for couples

Couple's retreat in Portland vacation homes

Portland has numerous romantic locations to explore on your vacation. Tranquil vacation homes are available near places like the Portland Japanese Garden, a serene, landscaped garden with waterfalls, a teahouse, and spectacular mountain views, and the Pittock Mansion, a museum shop within a historic home with crafts and historic gifts. You could also visit the International Rose Test Garden to view tens of thousands of plants in manicured displays.

Where to stay around Portland?

Our 2019 property listings offer a large selection of 698 vacation rentals near Portland. From 350 Houses to 137 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Portland for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Portland?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Portland:

  • Downtown: 153 vacation rentals
  • Pearl District: 96 vacation rentals
  • Nob Hill: 48 vacation rentals
  • Sellwood-Moreland: 20 vacation rentals
  • Hawthorne: 136 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Portland?

HomeAway offers a large selection of vacation rentals near lovely places in Portland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Trevett-Nunn House: 716 vacation rentals
  • Portlandia: 712 vacation rentals
  • Jantzen Beach Center: 678 vacation rentals
  • Oregon Convention Center: 703 vacation rentals
  • Moda Center: 709 vacation rentals

But there are many other points of interest around Portland listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Portland?

Yes, of course. HomeAway has 350 Houses in Portland. Our other popular types of vacation rentals in Portland include:

  • Condos/Apartments: 137 rentals available
  • Cabins: 44 rentals available
  • Cottages: 44 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Portland?

Yes, you can select your preferred vacation rental with pool among our 55 vacation rentals with pool available in Portland. Please use our search bar to access the selection of vacation rentals available.

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